2: 65 percent / triphenylphosphine / palladium acetate / tetrahydrofuran / 5 h / Heating 3: 95 percent / sodium hydride / diethyl ether / 0 °C 4: 70 percent / diethyl ether / -10 °C 5: 90 percent / triphenylphosphine, carbon tetrachloride / 12 h / Heating 6: diisobutylaluminium hydride / tetrahydrofuran / -40 °C 7: manganese dioxide / hexane / Ambient temperature 8: KCN, 18-crown-6 / 1 h / 0 °C 9: trimethylbenzylammonium fluoride / tetrahydrofuran; H2O / 0 °C 11: 79 percent / sodium bis(trimethylsilyl)amide / tetrahydrofuran / 0.5 h / 56 °C 12: p-toluenesulfonic acid / methanol / 1 h / 0 °C 13: 2percent aqueous sodium hydroxide / diethyl ether / 0.33 h View Scheme

1: 65 percent / triphenylphosphine / palladium acetate / tetrahydrofuran / 5 h / Heating 2: 95 percent / sodium hydride / diethyl ether / 0 °C 3: 70 percent / diethyl ether / -10 °C 4: 90 percent / triphenylphosphine, carbon tetrachloride / 12 h / Heating 5: diisobutylaluminium hydride / tetrahydrofuran / -40 °C 6: manganese dioxide / hexane / Ambient temperature 7: KCN, 18-crown-6 / 1 h / 0 °C 8: trimethylbenzylammonium fluoride / tetrahydrofuran; H2O / 0 °C 10: 79 percent / sodium bis(trimethylsilyl)amide / tetrahydrofuran / 0.5 h / 56 °C 11: p-toluenesulfonic acid / methanol / 1 h / 0 °C 12: 2percent aqueous sodium hydroxide / diethyl ether / 0.33 h View Scheme

sodium hydroxide in diethyl ether 0.333333 h; Yield given;

1: manganese dioxide / hexane / Ambient temperature 2: KCN, 18-crown-6 / 1 h / 0 °C 3: trimethylbenzylammonium fluoride / tetrahydrofuran; H2O / 0 °C 5: 79 percent / sodium bis(trimethylsilyl)amide / tetrahydrofuran / 0.5 h / 56 °C 6: p-toluenesulfonic acid / methanol / 1 h / 0 °C 7: 2percent aqueous sodium hydroxide / diethyl ether / 0.33 h View Scheme

1: KCN, 18-crown-6 / 1 h / 0 °C 2: trimethylbenzylammonium fluoride / tetrahydrofuran; H2O / 0 °C 4: 79 percent / sodium bis(trimethylsilyl)amide / tetrahydrofuran / 0.5 h / 56 °C 5: p-toluenesulfonic acid / methanol / 1 h / 0 °C 6: 2percent aqueous sodium hydroxide / diethyl ether / 0.33 h View Scheme

1: 90 percent / triphenylphosphine, carbon tetrachloride / 12 h / Heating 2: diisobutylaluminium hydride / tetrahydrofuran / -40 °C 3: manganese dioxide / hexane / Ambient temperature 4: KCN, 18-crown-6 / 1 h / 0 °C 5: trimethylbenzylammonium fluoride / tetrahydrofuran; H2O / 0 °C 7: 79 percent / sodium bis(trimethylsilyl)amide / tetrahydrofuran / 0.5 h / 56 °C 8: p-toluenesulfonic acid / methanol / 1 h / 0 °C 9: 2percent aqueous sodium hydroxide / diethyl ether / 0.33 h View Scheme

1: diisobutylaluminium hydride / tetrahydrofuran / -40 °C 2: manganese dioxide / hexane / Ambient temperature 3: KCN, 18-crown-6 / 1 h / 0 °C 4: trimethylbenzylammonium fluoride / tetrahydrofuran; H2O / 0 °C 6: 79 percent / sodium bis(trimethylsilyl)amide / tetrahydrofuran / 0.5 h / 56 °C 7: p-toluenesulfonic acid / methanol / 1 h / 0 °C 8: 2percent aqueous sodium hydroxide / diethyl ether / 0.33 h View Scheme

2: 79 percent / sodium bis(trimethylsilyl)amide / tetrahydrofuran / 0.5 h / 56 °C 3: p-toluenesulfonic acid / methanol / 1 h / 0 °C 4: 2percent aqueous sodium hydroxide / diethyl ether / 0.33 h View Scheme

1: trimethylbenzylammonium fluoride / tetrahydrofuran; H2O / 0 °C 3: 79 percent / sodium bis(trimethylsilyl)amide / tetrahydrofuran / 0.5 h / 56 °C 4: p-toluenesulfonic acid / methanol / 1 h / 0 °C 5: 2percent aqueous sodium hydroxide / diethyl ether / 0.33 h View Scheme

1: 95 percent / sodium hydride / diethyl ether / 0 °C 2: 70 percent / diethyl ether / -10 °C 3: 90 percent / triphenylphosphine, carbon tetrachloride / 12 h / Heating 4: diisobutylaluminium hydride / tetrahydrofuran / -40 °C 5: manganese dioxide / hexane / Ambient temperature 6: KCN, 18-crown-6 / 1 h / 0 °C 7: trimethylbenzylammonium fluoride / tetrahydrofuran; H2O / 0 °C 9: 79 percent / sodium bis(trimethylsilyl)amide / tetrahydrofuran / 0.5 h / 56 °C 10: p-toluenesulfonic acid / methanol / 1 h / 0 °C 11: 2percent aqueous sodium hydroxide / diethyl ether / 0.33 h View Scheme